Homes for Sale near Monticello High School

• 

  

  

  /41

  $385,000

  • 5 Beds
  • 2 Baths
  • 2,756 Sq Ft

  1143 New York 17b, Mongaup Valley, NY 12762

  Charming Home in Monghaup Valley, Upstate NYDiscover your dream retreat in the picturesque Monghaup Valley! This spacious 5-bedroom, 2-bath home is perfect for families and entertaining. Enjoy the convenience of a secondary kitchen on the second floor, ideal for guests or family gatherings. Step outside to a stunning new deck that overlooks approximately an acre of serene land, perfect for

  Samuel Kohn eRealty Advisors, Inc

  1143 New York 17b, Mongaup Valley, NY 12762
• 

  

  

  /21

  $469,000

  • 4 Beds
  • 2 Baths
  • 1,184 Sq Ft

  1037 Lake Shore Dr, White Lake, NY 12786

  Welcome to 1037 Lakeshore Drive — a beautifully renovated 4-bedroom, 2-bathroom lakeside home just steps from sparkling White Lake with Deeded Lake Rights!"This turnkey property offers:• 4 bedrooms, ideal for family, guests, or a home office• 2 modern, fully updated bathrooms• Bright, open-concept living and dining areas designed for entertaining• A cozy screened-in porch — perfect for morning

  Barry Schwartz Town & Country Preferred Prop

  1037 Lake Shore Dr, White Lake, NY 12786
• 

  

  

  /37

  $384,900

  • 3 Beds
  • 1.5 Baths
  • 1,090 Sq Ft

  25 E Reindeer Trail, Bethel, NY 12778

  Looking for a peaceful retreat in the Catskills, just 90 miles from the George Washington Bridge? This exquisitely renovated turnkey home is nestled on a quiet street near lakes, hiking trails, waterfalls, lakeside dining, in the charming hamlet of Smallwood. It boasts an easy-to-maintain open concept design and features a large partially roofed deck for enjoying the outdoors, even on rainy days.

  Gabriella Beretta Malek Properties

  25 E Reindeer Trail, Bethel, NY 12778
• 

  

  

  /45

  $449,999 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 1,932 Sq Ft

  16 Clipper Dr, Wurtsboro, NY 12790

  YANKEE LAKE – This well-cared-for 3-bedroom, 2.5-bath contemporary-style home is set on over an acre of private, wooded land in the sought-after Yankee Lake community. Designed with comfort and style in mind, the home features cedar shake siding that blends seamlessly into the natural surroundings. A 2-car attached garage adds everyday convenience to this peaceful, year-round retreat.Inside, the

  Richard Baxter Keller Williams Realty

  16 Clipper Dr, Wurtsboro, NY 12790
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  /48

  $430,000

  • 4 Beds
  • 2 Baths
  • 1,984 Sq Ft

  624 Katrina Falls Rd, Rock Hill, NY 12775

  Charming 4-Bedroom Colonial in Rock Hill, Sullivan County – A Peaceful Retreat on Nearly 8 AcresWelcome to your perfect escape in the desirable hamlet of Rock Hill. This beautifully maintained 4-bedroom, 2-bathroom Colonial sits on just under 8 acres of tranquil, wooded land, backing directly to the scenic Neversink River. Whether you're fishing, swimming, tubing, or simply relaxing by the water,

  Beth Palma Keller Williams Realty

  624 Katrina Falls Rd, Rock Hill, NY 12775
• 

  

  /23

  $409,900

  • 2 Beds
  • 2.5 Baths
  • 1,440 Sq Ft

  2757 New York 42, Forestburgh, NY 12777

  This under construction, single-family home is situated on 2.59 acres of land centrally located in Sullivan County. Scheduled completion is end of September 2025. Taxes are currently estimated on land only. The open floor plan is perfect for entertaining family and friends and there is still time to add your own touches and inspiration before interior construction is complete. The photographs

  Steven Tollen Woodstock Way Realty LLC

  2757 New York 42, Forestburgh, NY 12777
• 

  /2

  $399,999

  • 5 Beds
  • 4 Baths
  • 1,754 Sq Ft

  4 Ann St, Monticello, NY 12701

  Great house for end user or investor.

  Eidel Moses Rodeo Realty Inc

  4 Ann St, Monticello, NY 12701
• 

  

  /49

  $375,000

  • 3 Beds
  • 2 Baths
  • 2,300 Sq Ft

  44 Nottingham Gate Rd, Rock Hill, NY 12775

  Sandy beaches, pristine lakes, sparkling pools, and crisp mountain air. Welcome to Emerald Green and the Sullivan County Catskills.Welcome to 44 Nottingham Gate Road, a raised ranch in move-in condition, located in the most desirable part of the Emerald Green community. The house is situated on a level 0.26-acre lot, just a few houses away from the pool and beautiful Lake Louise Marie. No need to

  Alan Wieder Catskills Home Services

  44 Nottingham Gate Rd, Rock Hill, NY 12775
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  /18

  $325,000

  • 2 Beds
  • 3 Baths
  • 1,112 Sq Ft

  32 Lakeview Terrace, Monticello, NY 12701

  Looking for an escape from everyday life? You'll find it here tucked away in the trees. Located in the well-maintained and sought after Greentree Community, this updated duplex home has everything an escape requires including a warm and inviting ambience with soaring ceilings, open concept living spaces, updated features such as a sliding barn door and vintage industrial island lighting, a

  Michelle Genatempo Howard Hanna Rand Realty

  32 Lakeview Terrace, Monticello, NY 12701
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  /37

  $1,595,000

  • 5 Beds
  • 4.5 Baths
  • 4,026 Sq Ft

  123 Wildwood Way, Forestburgh, NY 12777

  Nestled in the heart of Forestburgh, in the Foothills of the Catskills, this stunning 5-bedroom, 4.5-bathroom Contemporary Farmhouse sits on 5 picturesque acres, offering a blend of modern elegance and rustic charm. A grand foyer with double entry doors welcomes you into the open floor plan, where oversized windows flood the space with natural light. The spacious living area features engineered

  Christine Vande Vrede Chapin Sotheby's Intl Rlty

  123 Wildwood Way, Forestburgh, NY 12777
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  /20

  $120,000

  • Land
  • 6 Acres
  • $20,443 per Acre

  Lot 1 Chapin Trail, Bethel, NY 12786

  This stunning stream-front lot is situated just inside the main gate of The Chapin Estate. It features 539 feet of frontage along Black Lake Creek, which flows into the expansive 850+/- acre Toronto Reservoir. The reservoir is perfect for fishing, kayaking, paddle boarding, water skiing, and swimming. Gasoline engines are allowed with a maximum vessel length of 20', and access is conveniently

  Christine Vande Vrede Chapin Sotheby's Intl Rlty

  Lot 1 Chapin Trail, Bethel, NY 12786
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  /14

  $95,000

  • Land
  • 5 Acres
  • $18,962 per Acre

  Lot 10 Big Rock Dr, Mamakating, NY 12790

  Unique Opportunity, Build Your Dream Lake Home!Don’t miss this rare chance to own land that’s already prepped and ready for your vision! With sight plans in place and trees already cleared, this property is primed for construction. Come build a home where you can enjoy peace and tranquility, surrounded by nature and at a short distance from the lake.Imagine designing and building your dream home.

  Beverly Huaman Howard Hanna Rand Realty

  Lot 10 Big Rock Dr, Mamakating, NY 12790
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  /17

  $370,000

  • Land
  • 23 Acres
  • $16,129 per Acre

  TBD Plank Rd, Forestburgh, NY 12777

  Pure Bliss...Privacy awaits in this exclusive enclave of Sullivan County. Lush land offered on Swinging Bridge Reservoir. Nestled in one of the Hudson Valley’s most desirable rural communities, this gently rolling, wooded property is perfect for a private estate, vacation retreat, or eco-friendly development.Meandering driveway brings you to perfect elevated site for home.Surrounded by the Best

  MaryBeth O'Hara Ellis Sotheby's Intl Realty

  TBD Plank Rd, Forestburgh, NY 12777
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  /47

  $319,900

  • 3 Beds
  • 1 Bath
  • 1,416 Sq Ft

  6 Medallion Rd, Kiamesha Lake, NY 12751

  Welcome to peaceful Kiamesha Lake—where comfort, character, and nature come together in this inviting 3-bedroom, 1-bath ranch-style retreat.Step onto the wrap-around porch and take in the beautifully landscaped grounds, complete with mature fruit trees, flourishing grapevines, and quiet views that make every moment feel like a getaway. Inside, warm hardwood floors stretch throughout the home,

  Isaiah Lopez Keller Williams Hudson Valley

  6 Medallion Rd, Kiamesha Lake, NY 12751
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  /31

  $275,000

  • 2 Beds
  • 1 Bath
  • 708 Sq Ft

  23 Seminole Trail, Smallwood, NY 12778

  Well maintained move in ready original cabin in the desirable Hamlet of Smallwood in Bethel, NY. This gem of a cabin with its original stone fireplace has been used by its present owners as a 3-season mountain get away and as a successful Airbnb.With its own drilled well and septic system it could easily be converted into a year around home. The cabin offers 2 bedrooms one full bathroom open

  Jose Nunez Malek Properties

  23 Seminole Trail, Smallwood, NY 12778
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  /31

  $1,350,000

  • 4 Beds
  • 3 Baths
  • 3,350 Sq Ft

  249 Chapin Trail, Bethel, NY 12720

  Elegant Adirondack-Style Home in Prestigious Chapin Estate – Private Forest Retreat with Lake Access Welcome to your turnkey luxury escape in the exclusive, gated community of Chapin Estate-just under 2 hours from NYC and minutes from Bethel Woods Center for the Arts. This custom-built Adirondack-style home offers the perfect blend of rustic elegance, modern comfort, and outdoor adventure. Set

  Gibson Mc Kean Gibson E McKean Inc

  249 Chapin Trail, Bethel, NY 12720
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  /47

  $1,250,000

  • 5 Beds
  • 5 Baths
  • 3,672 Sq Ft

  3365 State Route 209, Mamakating, NY 12790

  Welcome to Your Dream Home!Nestled on a sprawling **19.3 acres**, this property is surrounded by stunning landscaping and features a beautiful, inground pool, ensuring a luxurious lifestyle. Enjoy complete serenity and privacy while conveniently located just off Route 209, providing easy shopping, dining, and entertainment access.Property Highlights:A picturesque pond complete with a cool

  Yisroel Zahler MS Realty Group USA, Inc

  3365 State Route 209, Mamakating, NY 12790
• 

  

  /23

  $245,000

  • 3 Beds
  • 1.5 Baths
  • 1,344 Sq Ft

  7 Kathleen Ct, Kiamesha Lake, NY 12751

  What a joy to walk into this beautiful, immaculate home in the community of Patio Homes. You can see that it has been lovingly maintained and is ready for its new family. Just bring your toothbrush as the home is being conveyed with furnishings for a very easy transition. Three bedrooms and 1.5 baths. Located on a quiet cul-de-sac with a beautiful backyard overlooking the woods, with sliders from

  Jonathan Sunshine The Sunshine Group Real Estate

  7 Kathleen Ct, Kiamesha Lake, NY 12751
• 

  

  /22

  $300,000

  • 3 Beds
  • 2 Baths
  • 1,470 Sq Ft

  17 Helm St, Wurtsboro, NY 12790

  A beautifully renovated home located in the serene and historical village of Wurtsboro. This charming property features 3 bedrooms and 2 bathrooms, ideal for comfortable family living. Enjoy new kitchen with quartz countertop and all new stainless appliances and new bathrooms. Enjoy a bright and open living room perfect for entertaining, along with a serene outdoor space that includes a lovely

  Zhiyong Shi HomeSmart Homes & Estates

  17 Helm St, Wurtsboro, NY 12790
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  /37

  $1,250,000

  • Land
  • 17 Acres
  • $71,469 per Acre

  *00* Kaufman Rd, Monticello, NY 12701

  Perfect location for warehouse distribution center/ manufacturing in the Sullivan County Catskills! Strategically positioned for enormous exposure fronting both the entrance ramp to State Rt 17 (I-86) as well as the Interstate itself. Easy access with large frontage also on municipal roadway for trucks/ vehicles ingress and egress. Frontage also allows for possible subdivision if desired. The

  Carol Malek Malek Properties, Inc.

  *00* Kaufman Rd, Monticello, NY 12701
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  /4

  $19,999

  • Land
  • 0.32 Acre
  • $62,322 per Acre

  0 Fourth Cir Unit KEY857351, Rock Hill, NY 12775

  Join the Emerald Green Community in highly sought after Rock Hill NY. This third of an acre paper lot is land locked, though it does have a roughed in access road and is only the 4th property back (so not far). Be the first to build in this section of the community and have the ability to join the Emerald Green HOA or stay separate to take care of things your way. This community has grown over

  Evan Mullen Mullen Century 21 Geba Realty

  0 Fourth Cir Unit KEY857351, Rock Hill, NY 12775
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  /25

  $124,900

  • 2 Beds
  • 1 Bath
  • 737 Sq Ft

  13 Oak Ln, Wurtsboro, NY 12790

  Welcome to a rustic 1910 cabin that time forgot...but its owners did not. This rustic 2-bedroom cabin with lake rights to Yankee Lake has been protected and maintained without losing its obvious charm. The most recent notable maintenance is a new roof in 2019. The deeded right-of-way lake access is directly across the street down Tara Lane. The cabin features an open floor plan with an impressive

  Matthew Morreale J. Morreale, LTD

  13 Oak Ln, Wurtsboro, NY 12790
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  /3

  $84,900

  • Land
  • 0.36 Acre
  • $235,833 per Acre

  0 Canal Rd Unit KEY860371, Wurtsboro, NY 12790

  Rare opportunity in Wolf Lake to build your dream home on a private lot adjacent to protected "Forever Wild" member owned lands. Just across the road is a pristine, spring-fed Wolf Lake. Enjoy direct access to 1,800+ acres of member-owned forest plus 550 acres of state land for hiking and woodland recreation; hiking, camping, hunting, fishing kayaking, you are limited only my your imagination.

  Matthew Morreale J. Morreale, LTD

  0 Canal Rd Unit KEY860371, Wurtsboro, NY 12790
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  /30

  $199,900

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft

  23 Canal Rd, Wurtsboro, NY 12790

  Welcome to one of the few remaining true “cabins” in the desirable Wolf Lake community. Offering lake access directly across the street and member-owned forestland out your back door. Perfect for anyone seeking boating, fishing, swimming, hiking, or hunting, this is a rare opportunity to own a simple getaway in a premier location. On rainy days, unwind by the fireplace but for the outdoor

  Matthew Morreale J. Morreale, LTD

  23 Canal Rd, Wurtsboro, NY 12790
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  /12

  $479,999

  • 3 Beds
  • 2 Baths

  162 Park Ave, Monticello, NY 12701

  Great House. Great for end user and for investment. Located in center of town .Near shopping great stores and restaurants. Legal 2 Family house live in one rent the other. Great long term tenants.Updated kitchen and bathrooms. Turn key opportunity . Very well kept. Garage for additional income. This will not last.

  Eidel Moses Rodeo Realty Inc

  162 Park Ave, Monticello, NY 12701
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  /14

  $60,000

  • Land
  • 2.48 Acres
  • $24,194 per Acre

  0 Mamakating Rd Unit KEY865774, Mamakating, NY 12790

  Breathtaking Views. Prime Location. Endless Potential.Wake up to sunrise over the treetops and unwind as the sun sets behind the hills — all from your future dream home. This fully engineered lot on desirable Mamakating Road offers million-dollar views at a fraction of the price. Architectural plans are already in place, so you can start building right away. An added perk, most of the driveway is

  Rachel Hunt Realty Promotions Inc

  0 Mamakating Rd Unit KEY865774, Mamakating, NY 12790
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  /50

  $795,900

  • 3 Beds
  • 2.5 Baths
  • 1,572 Sq Ft

  62 Stag Forest Rd, Forestburgh, NY 12777

  **Escape to Your Private Lakeside Sanctuary** Discover a truly one-of-a-kind lakeside retreat tucked away in the heart of the Catskills. Perched among towering pines on protected New York watershed land, this enchanting three-bedroom, two-bathroom ranch-style cabin is more than just a home—it’s a sanctuary of tranquility. Whether you’re seeking a peaceful weekend escape or a full-time residence

  Isaiah Lopez Keller Williams Hudson Valley

  62 Stag Forest Rd, Forestburgh, NY 12777
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  /30

  $244,900

  • 3 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  1985 State Route 17b, Bethel, NY 12720

  Step into a piece of history with this 3 bedroom, 1.5 bath cape dating back to 1900. Bursting with character, this residence offers original architectural details and hardwood floors throughout, blending vintage charm with modern comforts. The main floor features a spacious living room with a wood-burning stove, an eat-in kitchen, and a full bathroom complete with a classic clawfoot tub. Upstairs

  Alexandra Olivieri Kowal BHHS Hudson Valley Properties

  1985 State Route 17b, Bethel, NY 12720
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  /50

  $1,350,000

  • 5 Beds
  • 6 Baths
  • 6,426 Sq Ft

  935 Starlight Rd, Monticello, NY 12701

  Welcome to one of the best properties in Sullivan County. Lakefront mansion with 2 private ponds. The property is 5.25 acres on Swinging Bridge Reservoir. The house has two levels for a total of 6,426 SqFt. That does not include the Garage, storage or utility room. There is an outdoor pool and hot tub with a pool house. The property is amazing. When this house was built they used the finest of

  Erik Rhulen Rhulen Realty Group LLC

  935 Starlight Rd, Monticello, NY 12701
• 

  

  /39

  $239,000

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft

  45 W Kenoza Place, Smallwood, NY 12778

  Charming and spacious 1 bedroom, 1 full bath cottage in the popular lake community of Smallwood is year round and move-in ready. Open kitchen and dining space flows into the living room and is a great set up for entertaining. Huge bedroom (12x15) with 2 closets is big enough for king-sized bed and desk/office space. Full bathroom with tub. Sizable enclosed porch (24x8) has extra sleeping space

  Kerry Bigness Malek Properties

  45 W Kenoza Place, Smallwood, NY 12778
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  /14

  $249,900

  • 5 Beds
  • 2 Baths
  • 2,300 Sq Ft

  47 Waverly Ave, Monticello, NY 12701

  **5/28 accepted offer** Spacious Home on a Generous Lot – Great Potential!This well-sized home sits on a generous lot and offers fantastic flexibility. Live comfortably upstairs while hosting your in-laws or guests in the separate basement area. Located within walking distance to several popular summer developments, this property offers both convenience and opportunity. The home does need some

  Leib Glanz Point Realty USA

  47 Waverly Ave, Monticello, NY 12701
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  /47

  $849,900

  • 4 Beds
  • 4 Baths
  • 4,536 Sq Ft

  16 Kukas Rd, Monticello, NY 12701

  Welcome to a home that takes “bougie” to the next level! This place is a showstopper in every sense, offering high-end style, thoughtful details, and a layout made for living, entertaining, and relaxing in comfort.This impeccably maintained gem boasts a true gourmet kitchen designed for serious cooks. It features all new appliances, including a Z-Line gas stove, pot filler, Z-Line Refrigerator,

  Maxine Schulte The Maxx Group LLC

  16 Kukas Rd, Monticello, NY 12701
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  /34

  $289,500

  • 3 Beds
  • 1 Bath
  • 676 Sq Ft

  91 W Oak St, Monticello, NY 12701

  Serene Smallwood private oasis on .63 acres is year round and now on the market. This peaceful fully furnished cabin is move-in ready, offering 3 bedrooms, 1 full bath and 1 car detached garage with separate studio/office/storage space. So many possibilities! Original stone woodburning fireplace in cozy living room, hardwood vinyl floors, foyer entrance with plenty of built-in closets and many

  Kerry Bigness Malek Properties

  91 W Oak St, Monticello, NY 12701
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  /9

  $35,000

  • Land
  • 3.20 Acres
  • $10,938 per Acre

  0 Peewee Trail Unit KEY863218, Mamakating, NY 12790

  Looking for the privacy and seclusion? You got it. Located on the top of the hills off the road with an access from the private roads. Great for hunting or recreation or building a home. The owner also have a lot 1.15 acres . Can be sold together. looking for more land around. 46 acres just across. Under 2 hours from NYC.

  Alla Sienitsky Resort Realty

  0 Peewee Trail Unit KEY863218, Mamakating, NY 12790
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  /34

  $370,000

  • 3 Beds
  • 2.5 Baths
  • 1,157 Sq Ft

  5 Water Lilly Ln, Monticello, NY 12701

  Welcome to 5 Water Lily Lane, a charming and beautifully maintained detached single unit home nestled in the highly sought-after Greentree Community in Monticello, Sullivan County. This peaceful, HOA-managed neighborhood offers unbeatable convenience, parking right in front of the home, short distance to the clubhouse —just minutes from top local attractions including restaurants, shopping

  Philip Brooks Coldwell Banker Village Green

  5 Water Lilly Ln, Monticello, NY 12701
• 

  

  /30

  $310,000

  • 3 Beds
  • 2 Baths
  • 1,022 Sq Ft

  30 Sunrise Trail, Wurtsboro, NY 12790

  Big Opportunity – Sunrise Trail, Sullivan CountyIf you're seeking an investment opportunity or a source of passive income, this is your chance. This offering includes three parcels on Sunrise Trail:28 Sunrise Trail,30 Sunrise Trail,A vacant residential lot totaling nearly a quarter of an acre.You can choose to reside at 28 Sunrise Trail while generating rental income from 30 Sunrise Trail—a 242

  Ida Payne Keller Williams Realty

  30 Sunrise Trail, Wurtsboro, NY 12790
• 

  

  /50

  $799,000

  • 3 Beds
  • 3 Baths
  • 3,460 Sq Ft

  85 Lake Shore Dr W, Rock Hill, NY 12775

  Welcome to 85 Lake Shore Drive W, a stunning lakefront retreat offering over 3,400 square feet of beautifully designed living space. This 3-bedroom,3-bathroom home seamlessly blends comfort, elegance, and breathtaking natural beauty in a location that's nothing short of serene.Step inside to find spacious, light-filled interiors with thoughtful finishes throughout. The expansive main living area

  Robin Kelly Picture It Sold, LLC

  85 Lake Shore Dr W, Rock Hill, NY 12775
• 

  

  /25

  $349,900

  • 3 Beds
  • 1.5 Baths
  • 1,704 Sq Ft

  198 Dillon Rd, Monticello, NY 12701

  LOCATION - Easy on Easy off Route 17/I-86 - This single family Ranch home features 3 Bedroom - 1 1/2 bath - bright living room, formal dining room and a large eat in kitchen, a heated/air conditioned Sun room perfect for reading and relaxing. Basement features family room with fireplace with wood stove insert; gym, office and workshop, laundry. Situated on a corner lot with nice yard and trees.

  Karen Rieber Sussman Rieber Realty Inc

  198 Dillon Rd, Monticello, NY 12701
• 

  

  /6

  $120,000

  • Land
  • 0.20 Acre
  • $597,312 per Acre

  66 Park Ave, Monticello, NY 12701

  Empty lot

  Ruth Bonilla Cruz Network Cruse Realty

  66 Park Ave, Monticello, NY 12701
• 

  

  /17

  $140,000

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  12 Gardenia Dr, Monticello, NY 12701

  Relax in Style! 2011 Champion Mobile HomeNestled in Monticello's Kinnebrook CommunityYour Dream Home Awaits:3 spacious bedrooms, 2 bathrooms (large ensuite a must-see!)Enjoy the outdoors on your large front and side deckAmple storage in the shedModern appliances for a comfortable livingCommunity Perks:Dive into fun at the in-ground poolNo winter worries with snow removalHassle-free living with

  Liza McCarthy Keller Williams Hudson Valley

  12 Gardenia Dr, Monticello, NY 12701

Showing Results 41 - 80, Page 2 of 8